Ask V.I.~Teach Me How To Ride Dick


Hi. How are you?!

I love your blog first off. I read it every day. Good job keep it up! Anyway, I just have a few questions (about three) . Okay I am dating an older man. I lost my virginity to him and he has far more experience than I do. Clearly, I was a virgin prior so wth do I know? LOL besides what I learned from him! I am very comfortable around him, but, I want to get better rather than going off and sleeping with other guys. Because sometimes, I feel like he gets bored and I mean I am less experienced. Some of my issues follow: Riding! OMG I am so horrible. I have gotten better. However, I can’t seem to keep up with him (he has some serious stamina) plus I get very tired! Sometimes, He says it feels good. But, I want to WOW HIM! I seriously want to learn how to ride, how to stay on for longer, and the many different positions. Another thing, I tend to stay stiff I DON’T KNOW WHAT TO DO! What to do with my body? Rotation, movement. I get tired so fast it’s sad. I want him to be able to remember “damn, she tried, wasn’t lazy, and was good in bed.” Effort for someone who lacks experience. You know? So I need tips! Cause girl I read this blog and you seem like you know what you’re doing in the bed! LOL. Lastly,. How do I do kegels during sex? I have been trying for the longest to do them while we are getting it on. it isn’t working. what am I doing wrong? Again thanks!!!!!!!!!!!!!!!

Dick Riding Dummy

Dear DRD,

Girl, you’re thinking on this too much. You want to wow this man so badly that you’re doubting yourself. I know you’ve only been with him, but you’re just starting out in sex. It doesn’t always come easy. It’s all about trial and error and learning as you go along. If he doesn’t understand that you’re still learning and inexperienced then maybe he doesn’t need to be with you. Now one thing that you might want to do is watch porn. I’m not sure if you ever have or not, but you can learn a lot of shit from them professional fuck actresses. I wrote a blog a few years ago called “Ask V.I.~Dick Riding For Dummies” where I basically instructed on a few ways to ride dick. It does take time dick riding isn’t really a hop on and do kinda thing. Your bodies have to go in sync with each other.

I also wrote about kegels in a post called “Quick Tip Tuesday~Muscle Strengthening”. I suggest that you don’t try during sex just yet, you need to strengthen your muscle on your own. During the day practice, practice, practice. The easiest thing you can do to actually make your muscle tighten is to restrain your urine. I know it can be a bit iffy,but if you ever held in a hot pee before you may have noticed a sort of orgasmic sensation. I wouldn’t suggest doing it too much, but that can get you started in doing it on your own. There are also beads and balls on the market that can help you also.

The one thing I have definitely learned about sex over the years is you just have to go with the flow. Stop focusing on being memorable in his eyes. You have to know each other’s bodies and go with what you feel. There is no actual manual on how to have sex. It’s just something that should come natural. You’re still a premie so you still have a lot of learning to do. It’s ok if you’re not the best he’s ever had. He knew you were a virgin when he got with you. Just enjoy it girl. The more you agonize about what you’re doing and not doing, the more he can see your insecurities. You don’t have to fuck a gaggle of dudes to know how to have sex. Once you get a person that’s patient and willing to teach you’ll be fine.

I’ve really hoped I’ve helped you see things clearer in some way. I am not an expert, I just give my opinions as I see fit. The decision is ultimately yours to make, so I hope you make one that is in your best interest. Keep me posted!

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4 thoughts on “Ask V.I.~Teach Me How To Ride Dick

  1. Hey! Idk if this’ll send correctly but.. it’s worth a try. I was browsing through the internet and I came across your page.. and i thought to myself.. I NEED ADVICE!!!!!!! RRRIGHT NOW!!! lol. I was wondering if WEIGHT & SIZE is an issue when it comes to dick-riding. For example… i’m fat & my boyfriend’s penis isn’t exactly “Mandingo”.. get me? I have “attempted” to ride his penis.. and what i love most about him is that he actually has patience & he tries to be supportive.. rather than being an asshole about it. So.. that’s something i wanna learn how to do. Poor guy…. he basically does all the work. -.- I wanna put in some effort!!! oh and another thing… ANAL. he loves inserting his penis in my ass.. but HONESTLY.. i can’t go through with it. I feel like there’s a huge turd that’s trying to make it’s way out.. but it keeps squeezing itself back in. He usually just spits on my asshole & on his dick.. tryina do it the “porn star” way.. but ANAL SEX is new to me.. so what’s the best lubricant for anal?? silicone based or water based?? thanks in advance for your help. you’re very much appreciated. (:

  2. Katherine! You’re in the same boat as I am. I’m a big girl and my man is a big guy, but he is average-sized below. So b/c of that, I feel like we just have to make alternate arrangements to make it work. I’ve been searching for info on this too and what I’ve found is that reverse cowgirl may work for bigger girls and mine, b/c there’s no belly to battle with. For me, I find it hard to straddle him, b/c we is wider, but squatting does help initially for me to get into position and if you turn around in reverse cowgirl, it’s easier to mount him anyway. I also found some videos on porn hub that were helpful (Dick Riding 101), as far as helping me figure out how to actually ride (should I be bouncing up and down? rocking back and forth? swirlin it around circles?? LOL) and some videos that also showed alternate straddling positions — like having him lay on his back, open his legs wide and then you stradling to slide down on his dick and kinda riding on top of one leg. In this position, you’re able to position yourself in a way that might be more comfy and you’re able to throw it back on him, which may feel more natural anyway.

    Hope that helps! Happy riding!

    (Oh and for lube, try Astroglide.. heard that this was best. Tried anal in the past and I enjoy it — to an extent — then it starts to feel gross, like u described. But thats all in our heads anyway!)

  3. Katherine,

    I dont know about the whole size thing, but for lube, use silicone. Thats what I was told. I personally HATE anal so if you can’t go through with it, just tell him no. But def. try to use the right lube or it can hurt you really bad.

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